CN101195748B - Liquid crystal medium and liquid crystal display - Google Patents

Liquid crystal medium and liquid crystal display Download PDF

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CN101195748B
CN101195748B CN200710162085.3A CN200710162085A CN101195748B CN 101195748 B CN101195748 B CN 101195748B CN 200710162085 A CN200710162085 A CN 200710162085A CN 101195748 B CN101195748 B CN 101195748B
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liquid crystal
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compound
crystal media
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CN101195748A (en
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久保伸夫
饭岛雅裕
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Merck Patent GmbH
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
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    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
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    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
    • C09K2019/2035—Ph-COO-Ph
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    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/00—Liquid crystal materials
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3009—Cy-Ph

Abstract

The present invention relates to a liquid crystal medium which includes a first dielectric positive component, a component A, a second dielectric positive component, and a component B, the component A includes one or a plurality of compounds of formula I and one or a plurality of compounds chosen from formulas of II and III, the component B includes one or a plurality of compounds of formula IV, wherein the parameter has the meaning defined in the instruction book; the invention also relates to a liquid crystal display device including these mediums, especially TN- and STN display device, in particular STN display device.

Description

Liquid crystal media and liquid crystal display
Technical field
The liquid crystal display that the present invention relates to liquid crystal media and comprise these media, relates in particular to the display by sequential multipath transmission (time sequential multiplexing) addressing, particularly STN Super TN (STN) escope.
Background technology
Liquid crystal display (LCD) is widely used in demonstration information.Electrooptics pattern used is, for example, twisted nematic (TN)-, STN Super TN (STN)-, optical compensation curved (OCB)-and electrically conerolled birefringence (ECB)-pattern and their various modification, and other pattern.All these patterns all use be basically perpendicular to substrate in other words (respectively) perpendicular to the electric field of liquid crystal layer, except these patterns, also exist application to be basically parallel to the electrooptics pattern that substrate is parallel to the electric field of liquid crystal layer in other words, for example in-plane-switching mode (disclosed in DE 4000451 and EP 0588568).This electrooptics pattern is particularly useful for the LCD of the upper monitor of modern table, and is conceived to the display application for multimedia application.
TN-and STN display are widely used in, for example, and portable phone and game machine.Except their low production cost, some in their great advantage are their relatively low requirement and their relative low power consumptions aspect operating voltage.Liquid crystal of the present invention is preferably used in such display.
For these displays, need to there is the novel liquid crystal medium of improved performance.Dielectric anisotropy (Δ ε) especially should be enough high to realize rationally low operating voltage.Preferably, Δ ε should be higher than 30, very preferably higher than 45, but preferably not higher than 80, particularly not higher than 70.Otherwise, even for the display (AM LCD or AMD) of the matrix addressing with by electroactive unit, compare requirement in this respect compared with for undemanding most of STN displays, it is unacceptably low that the resistivity of potpourri is also tended to become.Except this parameter, this medium also must show suitably wide nematic phase range, the birefringence for the electric optical effect for to be utilized in correct scope (Δ n), and quite little rotary viscosity, and as mentioned above, at least sufficiently high resistivity that compares.
Display of the present invention is preferably by sequential multipath transmission, for example by as the orthogonal waveforms scheme that proposed by Alt and Pleshko, but also by being particularly useful for, the what is called of quick switching display is active-addressed carries out addressing.But liquid crystal of the present invention also can be advantageously utilised in the display that adopts other known address mode.
Exist various use combinations of low molecular weight liquid crystals material together with the display mode of the compound system of polymer-based material, for example, Polymer Dispersed Liquid Crystal (PDLC)-, nematic curve orientation phase (NCAP)-and polymer network (PN)-system, for example in WO 91,/05 029 disclosed those, or axial symmetrical microcell (ASM) system and other system.Contrary with these, according to the present invention, especially preferred pattern is to use directed from the teeth outwards liquid crystal media itself.These surfaces conventionally through pre-service to realize the homogeneous orientation of liquid crystal material.Display mode of the present invention is preferably used the electric field substantially parallel with composite bed.
LCD is used for straight watching display, and for projection type display.
Be applicable to LCD, be particularly useful for the liquid-crystal composition of STN display for example from US6, known in 730,372.But these compositions have remarkable shortcoming really.Except other defect, the great majority in them especially have too low resistivity value and/or need too high operating voltage.Many also causing the adversely permanent response time in them.
Therefore, be starved of and there is the performance that is suitable for practical application, wide nematic phase range for example, low viscosity, according to suitable optical anisotropy Δ n and the particularly liquid crystal media of high Δ ε of display mode used.
Summary of the invention
Astoundingly, have been found that now can realize there is suitably high Δ ε, suitable phase scope and the liquid crystal media of Δ n, it does not show the shortcoming of prior art material or at least in obviously lower degree, shows these shortcomings.
These improved liquid crystal medias of the application comprise at least following component:
The-the first dielectric positivity component, component A, its compound that comprises one or more formulas I is selected from the compound of formula II and III with one or more
Figure S2007101620853D00031
Wherein
R 1, R 2and R 3for to there is alkyl, alkoxy, the fluorinated alkyl of 1 to 7 carbon atom or to fluoridize alkoxy, there is alkenyl, alkenyloxy, the alkoxyalkyl of 2 to 7 carbon atoms or fluoridize alkenyl independently of one another, and R 1be preferably alkenyl, and
M is 0 or 1,
With
The-the second dielectric positivity component, B component, the compound that it comprises one or more formulas IV
Wherein
R 4have in formula II part R 2the implication providing,
Z 4be-CO-O-or singly-bound,
be
Figure S2007101620853D00034
or
X 4f or OCF 3and
Y 4be H or F and
-optionally, and another (the 3rd) dielectric positivity component, component C,
-optionally, and dielectric neutral component, component D,
-optionally, and dielectric negativity component, component E, and
-optionally, and preferably necessarily, chiral component, component F.
Preferably, the first dielectric positivity component, component A, comprise one or more and have 20 or larger, preferably 30 or the strong dielectric positive compounds of larger dielectric anisotropy, and preferably one or more respectively do for oneself formula I and III, most preferably formula I, II and III compound, more preferably mainly by described compound, formed, more preferably substantially consisting of, especially preferably completely consisting of.
Preferably, the compound that liquid crystal compound of the present invention comprises one or more formula IIIs that wherein m is 0, and/or the compound of one or more formula IIIs that wherein m is 1.
In a preferred embodiment of the invention, the compound that liquid crystal compound of the present invention comprises one or more respectively do for oneself formula I, II and III.
Preferably, the second dielectric positivity component, B component, comprise one or more and have 3 to 19, the preferred dielectric positive compounds of 5 to 16 dielectric anisotropy, and the preferred compound of one or more formulas IV, be more preferably mainly comprised of described compound, more preferably substantially consisting of, especially preferably completely consisting of.
Preferably, liquid crystal compound of the present invention comprises one or more wherein X 4for OCF 3and Y 4compound for the formula IV of H.
Further preferably, liquid crystal compound of the present invention comprises one or more wherein X 4for F and Y 4compound for the formula IV of F.
In a preferred embodiment of the invention, the compound of the formula IV that liquid crystal compound of the present invention comprises one or more compounds that are selected from formula IVa to IVd.
Figure S2007101620853D00051
R wherein 4there is implication given above.
In a preferred embodiment of the invention, the compound that liquid crystal compound of the present invention comprises one or more formulas IVa.
In a preferred embodiment of the invention, the compound that liquid crystal compound of the present invention comprises one or more formulas IVb, and/or one or more are selected from the compound of the compound of formula IVc and IVd.
In a preferred embodiment of the invention, the second dielectric positivity component, B component, comprises the compound that one or more are selected from the formula IV of formula IVa to IVd, more preferably mainly by described compound, formed, more preferably substantially consisting of, especially preferably completely consisting of.
Preferably, liquid crystal compound of the present invention comprises other (the 3rd) dielectric positivity component, component C.This component has more than 3, and preferably 3 to 19,5 to 15 dielectric anisotropy most preferably.Preferably, it comprises dielectric positive compounds, more preferably mainly by described compound, formed, more preferably substantially consisting of, especially preferably completely consisting of.Preferably, the dielectric positive compounds that this component comprises one or more formulas V, is more preferably mainly comprised of described compound, more preferably substantially consisting of, especially preferably completely consisting of.
Figure S2007101620853D00061
Wherein
R 5have in above-mentioned formula II part R 2the implication providing,
Figure S2007101620853D00062
with
Figure S2007101620853D00063
be independently of one another, and
Figure S2007101620853D00064
occur that in the situation of twice, these are independently of one another also
Figure S2007101620853D00065
Preferably
Figure S2007101620853D00066
with
Figure S2007101620853D00067
in at least one is, respectively,
Figure S2007101620853D00068
Z 51and Z 52be independently of one another, and at Z 51occur that in the situation of twice, these are independently of one another also ,-CH 2cH 2-,-COO-, trans-CH=CH-, trans-CF=CF-,-CH 2o-,-CF 2o-or singly-bound, preferably wherein at least one is singly-bound, most preferably, if existed, wherein at least two is singly-bound,
X 5be F, Cl, haloalkyl, halogenated alkoxy, halogenated alkenyl or halo alkenyloxy, wherein " halo " is preferably fluoro and/or chloro, preferably halo, and preferred X 5for F, OCF 3or OCF 2h,
N is 0,1 or 2, preferably 1 or 2,
And therefrom get rid of the compound of formula IVa to IVd.
Preferably, liquid crystal compound of the present invention also contains at least one other component except component A and B.This 3rd component can be in component C, D and E any.Preferably, existing the 3rd component is component C or D, and especially preferably it is component C.
Obviously, potpourri of the present invention also can contain four kinds in these components, preferred ingredient A, B, C and D, and all these four kinds, this depends on the circumstances.
Preferably, liquid crystal compound of the present invention comprises dielectric neutral component, component D.This component has-1.5 to+3 dielectric anisotropy.Preferably, it comprises one or more dielectric neutral compounds, more preferably mainly by described compound, formed, more preferably substantially consisting of, especially preferably completely consisting of.Preferably, the dielectric neutral compound that this component comprises one or more formulas VI, is more preferably mainly comprised of described compound, more preferably substantially consisting of, especially preferably completely consisting of,
Figure S2007101620853D00071
R wherein 61and R 62have independently of one another in above-mentioned formula I part R 2the implication providing,
Figure S2007101620853D00072
with be independently of one another, and
Figure S2007101620853D00074
occur that in the situation of twice, these are independently of one another also
Figure S2007101620853D00081
Preferably
with
Figure S2007101620853D00083
in at least one, more preferably two or more are
Figure S2007101620853D00084
Z 61and Z 62be independently of one another, and at Z 61occur that in the situation of twice, these are independently of one another also ,-CH 2cH 2-,-COO-, trans-CH=CH-, trans-CF=CF-,-CH 2o-,-OCH 2-,-CF 2o-,-OCO 2-or singly-bound, preferably wherein at least one is singly-bound, most preferably, if existed, wherein at least two is singly-bound, and
1 is 0,1 or 2.
In a preferred embodiment of the invention, the compound of the formula V that liquid crystal compound of the present invention comprises one or more compounds that are selected from formula Va to Vf
Figure S2007101620853D00091
Wherein
R 5be there is alkyl, alkoxy, the fluorinated alkyl of 1 to 7 carbon atom or fluoridize alkoxy, there is alkenyl, alkenyloxy, the alkoxyalkyl of 2 to 7 carbon atoms or fluoridize alkenyl,
X 5be F, Cl or there is separately the fluorinated alkyl of 1 to 4 carbon atom or fluoridize alkoxy independently of one another, or there is separately fluoridizing alkenyl or fluoridizing alkenyloxy of 2 to 4 carbon atoms, preferably F, OCF 3or OCF 2h,
L 51to L 56be H or F independently of one another, preferably wherein at least one, preferred L 51for F, more preferably wherein two or more, be preferably selected from L 51, L 52and L 53in two or more be F.
Especially preferred is to contain the liquid crystal compound that one or more are selected from the compound of formula Va-1 to Va-4, Vb-1 to Vb-15, Vc-1 to Vc-4, Vd-1 to Vd-8, Ve-1 to Ve-4, Vf-1 to Vf-4 and Vg-1 to Vg-4 compound
Figure S2007101620853D00111
Figure S2007101620853D00121
Figure S2007101620853D00141
Figure S2007101620853D00151
Figure S2007101620853D00161
Wherein
R 5be there is alkyl, alkoxy, the fluorinated alkyl of 1 to 7 carbon atom or fluoridize alkoxy, there is alkenyl, alkenyloxy, the alkoxyalkyl of 2 to 7 carbon atoms or fluoridize alkenyl.
In a preferred embodiment of the invention, the compound that liquid crystal compound of the present invention comprises one or more formulas Vf-4.
Of the present invention can another preferred embodiment identical or different with previous embodiment in, liquid crystal compound of the present invention comprises component D, it comprises and is selected from formula VIa to VIh, be preferably selected from VIa to VId and VIg, most preferably be selected from the compound of formula VI of the compound of VIa and VIg, preferably mainly by described compound, formed, most preferably completely consisting of
Figure S2007101620853D00171
R wherein 61and R 62be independently of one another, there is alkyl, alkoxy, the fluorinated alkyl of 1 to 7 carbon atom or fluoridize alkoxy, there is alkenyl, alkenyloxy, the alkoxyalkyl of 2 to 7 carbon atoms or fluoridize alkenyl, and
L 6for H or F.
In a preferred embodiment of the invention, the compound that liquid crystal compound of the present invention comprises one or more formulas VIg.
Preferably, liquid crystal compound comprises one or more compounds that is selected from following compounds group
The compound of-Shi VIa, wherein R 61and R 62alkyl,
The compound of-Shi VIa, wherein R 61alkyl and R 62alkoxy,
The compound of-Shi VIa, wherein R 61alkyl and R 62alkenyl,
The compound of-Shi VIb, wherein R 61and R 62alkyl,
The compound of-Shi VIb, wherein R 61alkyl and R 62alkoxy,
The compound of-Shi VIc, wherein R 61and R 62alkyl,
The compound of-Shi VIc, wherein R 61alkyl and R 62alkoxy,
The compound of-Shi VIc, wherein R 61alkyl and R 62alkenyl, and
The compound of-Shi VId, wherein R 61and R 62it is alkyl.
-especially preferred liquid crystal compound also comprises the compound of one or more formulas VIa except one or more are selected from the compound of formula VIb to VId and VIg, and especially preferred is the potpourri of the compound that contains formula VIa, wherein R 61alkyl and R 62it is alkenyl.
In addition, liquid crystal compound of the present invention can comprise another optional components, component E, it has negative dielectric anisotropy and comprises the dielectric negativity compound preferably with formula VII, preferably mainly by described compound, formed, more preferably substantially consisting of, most preferably completely consisting of
Figure S2007101620853D00181
Wherein
R 71and R 72have independently of one another in above-mentioned formula I part R 1the implication providing,
Figure S2007101620853D00182
be
Figure S2007101620853D00183
Figure S2007101620853D00184
or
Figure S2007101620853D00185
be preferably
Figure S2007101620853D00186
Figure S2007101620853D00191
be
Figure S2007101620853D00192
or
Z 71and Z 72be independently of one another-CH 2cH 2-,-COO-, trans-CH=CH-, trans-CF=CF-,-CH 2o-,-CF 2o-or singly-bound, preferably wherein at least one is singly-bound, most preferably two are singly-bound,
L 71and L 72be C-F or N independently of one another, preferably wherein at least one is C-F, and most preferably two are C-F, and
K is 0 or 1.
Can be used as chiral component, component F, the chipal compounds for this chiral component is well known to a person skilled in the art in other words.This compounds is known chiral dopant, for example cholesteryl nonanoate (CN) C15 or CB15, and it can be available from Merck KGaA.Same available be following chiral dopant, for example R-811 and S-811, R-1011 and S-1011 or R-5011 and S-5011, they are paired enantiomter compounds, they also can be available from MerckKGaA.The latter allows to select by the compound enantiomter with suitable the required torsional direction of courage steroid spiral.
Preferably, liquid crystal media of the present invention comprises component A to F, is particularly selected from the compound of formula I to VII compound, and preferably main described compound forms, most preferably completely consisting of.
" comprise " and refer in this application, in Composition Aspects, described entity, for example medium or component contain total concentration for preferably 10% or more, and most preferably 20% or more relevant described one or more components or one or more compounds.
" mainly by ... form ", in this regard, refer to that described entity contains 55% or more, preferably 60% or more, most preferably 70% or more relevant described one or more components or one or more compounds.
" substantially by ... form ", in this regard, refer to that described entity contains 80% or more, preferably 90% or more, most preferably 95% or more relevant described one or more components or one or more compounds.
" completely by ... form ", in this regard, refer to that described entity contains 98% or more, preferably 99% or more, 100.0% relevant described one or more components or one or more compounds most preferably.
Especially preferred is that wherein component A comprises the compound that is selected from formula I to III compound, preferably mainly described compound, consists of the liquid crystal media being most preferably comprised of described compound completely.
Component E preferably comprises one or more compounds that is preferably selected from the formula VII of formula VIIa to VIIc compound, preferably mainly by described compound, formed, most preferably completely consisting of
Figure S2007101620853D00201
Wherein
R 71and R 72there is the implication separately providing in above-mentioned formula VII part.
In formula VIIa to VIIc, R 71be preferably alkyl or 1-E-alkenyl and R 72be preferably alkyl or alkoxy.
In medium of the present invention, also can optionally and valuably use and there is no specifically mentioned other mesomorphic (mesogenic) compound above.This compounds is well known by persons skilled in the art.
Component A is preferably with 40 to 90% of total mixture, and more preferably 50 to 80%, more preferably 55 to 70%, most preferably 60 to 65% concentration is used.
B component is preferably with 5% to 50% of total mixture, and more preferably 7% to 40%, more preferably 10% to 30%, most preferably 15% to 25% concentration is used.
Component C is preferably with 0% to 40% of total mixture, and more preferably 2% to 30%, more preferably 3% to 20%, most preferably 5% to 15% concentration is used.
Component D is preferably with 0% to 40% of total mixture, and preferably 0% to 20%, most preferably 5% to 15% concentration is used.
Component E is preferably with 0% to 30% of total mixture, and preferably 0% to 20%, most preferably 5% to 15% concentration is used.
Component F is preferably with 0 to 10% of total mixture, and preferably 0 to 5%, most preferably 0.5% to 2% concentration is used.
Optionally, medium of the present invention can comprise other liquid-crystal compounds to regulate physical property.This compounds is well known by persons skilled in the art.Their concentration in medium of the present invention is preferably 0% to 30%, and more preferably 0% to 20%, most preferably 5% to 15%.
Preferably, liquid crystal media contains 50% to 100%, more preferably 70% to 100%, most preferably 80% to 100%, the total amount of 90% to 100% component A, B, C, D, E and F particularly, the total amount of preferred ingredient A, B, C, D and F, described component contains respectively again the compound of one or more formulas I, II, III (component A), IV (B component), V (component C), VI (component D) and VII (component E), preferably mainly by described compound, formed, most preferably completely consisting of.
Liquid crystal media preferred feature of the present invention is 70 ℃ or higher, preferably 75 ℃ or higher, and more preferably 80 ℃ or higher, particularly 85 ℃ or higher cleaning point.
The Δ n of liquid crystal media of the present invention is preferably 0.11 or larger, and more preferably 0.12 or larger, more preferably 0.120 to 0.200, more preferably 0.120 to 0.180, most preferably 0.120 to 0.126, particularly 0.120 to 0.150.
The Δ ε of liquid crystal media of the present invention at 1kHz and 20 ℃ is preferably 25.0 or larger, and more preferably 35.0 or larger, more preferably 45 or larger, most preferably 55.0 or larger, particularly 65.0 or larger.
Preferably, the nematic phase of medium of the present invention at least extends to 70 ℃ from 0 ℃, more preferably at least from-20 ℃, extend to 70 ℃, most preferably at least from-30 ℃, extend to 75 ℃, particularly at least from-40 ℃, extend to 80 ℃, wherein " at least " of use relevant to lower limit refers to, the temperature of phase scope at least extends downward this lower limit, preferably extend to the temperature lower than this lower limit, and during use relevant to the upper limit, its temperature that refers to phase scope at least extends upwardly to this upper limit, and preferably extends to the temperature higher than this upper limit.
Liquid crystal media of the present invention preferably has 0.11 or larger, more preferably 0.12 or larger, more preferably 0.120 to 0.200, more preferably 0.120 to 0.180, most preferably 0.120 to 0.126,0.120 to 0.150 the threshold voltage (V in stn liquid crystal box (cell) particularly 10).
In this application, term " dielectric positivity " refers to compound or the component of Δ ε > 3.0, compound or the component of " dielectric is neutral " refer to-1.5≤Δ ε≤3.0, " dielectric negativity " refers to compound or the component of Δ ε <-1.5, and Δ ε measures at 1kHz and 20 ℃.The result of the dielectric anisotropy of each compound solution in nematic main body potpourri by 10% individualized compound is measured.There is vertical plane orientation and having along measuring the electric capacity of these test mixtures in the liquid crystal cell of face orientation.The cel-gap of this two classes liquid crystal cell is approximately 10 microns.The voltage applying is the square wave that frequency 1kHz and root-mean-square value are generally 0.5V to 1.0V, and still, it is always chosen as the capacitance threshold value lower than corresponding test mixture.
For dielectric positive compounds, use potpourri ZLI-4792 as main body potpourri, for dielectric neutrality and for dielectric negativity compound, use potpourri ZLI-3086 as main body potpourri, both all derive from Merck KGaA, Germany.The specific inductive capacity of these compounds is measured by the variation of the analog value of main body potpourri when adding related compound, and is extrapolated to 100% related compound concentration.At the measurement temperature of 20 ℃, have nematic component and measure under such condition, all other conditions are processed as compound.
If do not explicitly not pointed out in addition, term " threshold voltage " refers to optical threshold in this application, and to 10% relative contrast (V 10) provide, term " saturation voltage " refers to that optics is saturated, and to 90% relative contrast (V 90) provide.Capacitance threshold value voltage (V 0, also referred to as Freedericksz-threshold value V fr) only when clearly mentioning, just use.
The scope of the parameter providing in the application includes ultimate value, unless explicitly pointed out separately.
The application in the whole text in, unless explicitly pointed out separately, all concentration all provides with mass percent, and relates to corresponding complete potpourri, all temperature all in degree Celsius (℃) provide, and all temperature differences are all ℃ to provide.Unless explicitly pointed out separately, all physical properties or at this according to " Merck Liquid Crystals; Physical Properties ofLiquid Crystals (Merck liquid crystal; the physical property of liquid crystal) ", in November, 1997 state (Status), Merck KGaA, Germany measures, and provides for 20 ℃ of temperature.Optical anisotropy (Δ n) is measured under 589.3 nano wave lengths.Dielectric anisotropy (Δ ε) is measured under 1 kHz frequency.Threshold voltage and all other electrooptics performances are all used MerckKGaA, and the test liquid crystal cell of Germany's preparation is measured.For measuring the test liquid crystal cell of Δ ε, there is the cel-gap of 22 microns.Electrode is 1.13 square centimeters of areas with the circular ITO electrode of retaining ring.For homeotropic alignment (ε ||), oriented layer is lecithin, and for along face directed (ε ⊥), oriented layer is the polyimide AL-1054 that derives from Japan Synthetic Rubber.Use voltage is 0.3V rmssine wave, proportion response analysis device Solatron 1260 measures electric capacity.In electrooptics measurement, light used is white light.Equipment therefor is Otsuka, the commercially available equipment of Japan.Under right-angle view, measure character voltage.Respectively 10%, 50% and 90% relative contrast is measured to threshold value (V 10)-middle gray scale (V 50)-and saturated (V 90) voltage.
Liquid crystal media of the present invention can contain other adjuvant and chiral dopant with typical concentrations.The total concentration of these other compositions is based on 0% to 10% of total mixture meter, preferably 0.1% to 6%.The concentration of individualized compound used is preferably 0.1% to 3%.The concentration of these and similar adjuvant is not counted in the application in the liquid crystal components of liquid crystal media and the concentration value of compound and scope.
Liquid crystal media of the present invention is by several compounds, and preferably 3 to 30 kinds, more preferably 8 to 20 kinds, most preferably 10 to 16 kinds of compounds form.These compounds mix in a usual manner.Conventionally, the compound to use in a small amount of aequum is dissolved in the compound with relatively large use.In the situation that temperature is higher than the cleaning point of the compound using with higher concentration, especially easily observe completing of course of dissolution.But, can also prepare medium by other usual manner, for example, use so-called premix, it can be for example homology or the eutectic mixture of compound, or using so-called many bottle systems (multi-bottle-systems), its composition can be used potpourri itself.
By adding suitable adjuvant, liquid crystal media of the present invention can modification so that they can be used in the liquid crystal display of all known types, described display is used liquid crystal media itself, as TN-, TN-AMD, ECB-AMD, VAN-AMD, IPS and OCB LCD, and can be used on especially in compound system, as PDLC, NCAP, PN LCD, and especially in ASM-PA LCD.
The fusing point T (C, N) of liquid crystal, from the transformation T (S, N) of smectic (S) Xiang Xianglie (N) phase and cleaning point T (N, I) ℃ to provide.
In this application, especially, in the following example, the structure of liquid-crystal compounds, with abbreviation, represents also referred to as initialism.According to following two Table As and B, described abbreviation is straightforward clear to the conversion of corresponding construction.All group C nh 2n+1and C mh 2m+1it is the straight chained alkyl respectively with n and m carbon atom.The explanation of table B is self-explantory.Table A is only listed the abbreviation of the core of described structure.Individualized compound is connected to hyphen and illustrates as follows substituent R after the abbreviation of described core 1, R 2, L 1and L 2coded representation:
Figure 2007101620853A00800011
Table A:
Figure S2007101620853D00251
Figure S2007101620853D00261
Figure S2007101620853D00271
Figure S2007101620853D00281
Figure S2007101620853D00291
Liquid crystal media of the present invention preferably contains
-seven kinds or more kinds of, preferably eight kinds or more kinds of compound that is selected from the compound of Table A and B, the preferred compound of cotype not, and/or
-one or more, more preferably two or more, preferably three kinds or more kinds of compound that is selected from the compound of Table A, the preferred compound of cotype not, and/or
-tri-kinds or more kinds of, more preferably four kinds or more kinds of, more preferably five kinds or more kinds of compound of compound that is selected from table B, the preferably compound of cotype not.
In following table, in table C, show the example of the chipal compounds that is typically used as the chiral dopant in liquid crystal media of the present invention.
Table C
Figure S2007101620853D00301
Figure S2007101620853D00311
Figure S2007101620853D00321
In following table, in table D, show the example of the compound that is typically used as the stabilizing agent in liquid crystal media of the present invention.
Table D
Figure S2007101620853D00322
Figure S2007101620853D00331
Figure S2007101620853D00341
Figure S2007101620853D00371
Embodiment
Embodiment
Embodiment given below illustrates the present invention but not limits by any way the present invention.
But described combination of physical properties thing illustrates and can realize which performance and what kind of they can change within the scope of to those skilled in the art.Therefore the combination of the various performances that particularly, preferably can realize is clear and definite to those skilled in the art.
Embodiment 1
Liquid crystal compound adopts composition given in following table and performance to realize.
Figure 2007101620853A00800021
This potpourri has favourable Δ n value and high Δ ε value, and is very suitable for the display with STN work pattern.
Embodiment 2
Liquid crystal compound adopts composition given in following table and performance to realize.
This potpourri has favourable Δ n value and high Δ ε value, and is very suitable for the display with STN work pattern.

Claims (16)

1. liquid crystal media, is characterized in that it comprises:
-the first dielectric positivity component of 40 to 90% based on total mixture, component A, the compound of the compound that this component comprises one or more formulas I, one or more formula IIIs that wherein m is 0 and one or more are selected from the compound of formula II and the formula III that wherein m is 1
Figure FSB0000118766030000011
Wherein
R 1, R 2and R 3for to there is alkyl, alkoxy, the fluorinated alkyl of 1 to 7 carbon atom or to fluoridize alkoxy, there is alkenyl, alkenyloxy, the alkoxyalkyl of 2 to 7 carbon atoms or fluoridize alkenyl independently of one another, and
M is 0 or 1
With
-the second dielectric positivity component of 5% to 50% based on total mixture, B component, the compound that this component comprises one or more formulas IVb
Figure FSB0000118766030000012
R wherein 4have in formula II part R 2the implication providing.
2. according to the liquid crystal media of claim 1, it is characterized in that described B component also comprises the compound that one or more are selected from formula IVa, IVc and IVd
Figure FSB0000118766030000021
R wherein 4there is the implication providing in claim 1.
3. according to the liquid crystal media of claim 1 or 2, it is characterized in that this liquid crystal media comprises 2% to 40% the 3rd dielectric positivity component based on total mixture in addition, component C, the compound that this component comprises one or more formulas V,
Figure FSB0000118766030000022
Wherein
R 5have in claim 1 Chinese style II part R 2the implication providing,
be independently of one another, and
Figure FSB0000118766030000025
occur that in the situation of twice, these are independently of one another also
Figure FSB0000118766030000031
Z 51and Z 52be independently of one another, and at Z 51occur that in the situation of twice, these are independently of one another also ,-CH 2cH 2-,-COO-, trans-CH=CH-, trans-CF=CF-,-CH 2o-,-CF 2o-or singly-bound,
X 5f, C1, haloalkyl, halogenated alkoxy, halogenated alkenyl or halo alkenyloxy,
N is 0,1 or 2,
And from formula V, get rid of the compound of formula IVa to IVd,
Figure FSB0000118766030000032
R wherein 4have in claim 1 Chinese style II part R 2the implication providing.
4. according to the liquid crystal media of claim 1 or 2, the concentration that it is characterized in that component A is 55 to 70% of total mixture.
5. according to the liquid crystal media of claim 4, the concentration that it is characterized in that component A is 60 to 65% of total mixture.
6. according to the liquid crystal media of claim 1 or 2, it is characterized in that the Δ ε of described liquid crystal media at 1kHz and 20 ℃ is 45 or larger.
7. according to the liquid crystal media of claim 6, it is characterized in that the Δ ε of described liquid crystal media at 1kHz and 20 ℃ is 55.0 or larger.
8. according to the liquid crystal media of claim 7, it is characterized in that the Δ ε of described liquid crystal media at 1kHz and 20 ℃ is 65.0 or larger.
9. according to the liquid crystal media of claim 1 or 2, it is characterized in that described liquid crystal media comprises chiral component, component F.
10. according to the liquid crystal media of claim 1 or 2, it is characterized in that it comprises dielectric positivity component A, this component comprises one or more wherein R 1compound for the formula I of alkenyl.
11. according to the liquid crystal media of claim 1 or 2, it is characterized in that it comprises 5% to 40% the dielectric neutral component based on total mixture, component D, and the compound that this component comprises one or more formulas VI,
Figure FSB0000118766030000041
R wherein 61and R 62have independently of one another in claim 1 Chinese style I part R 2the implication providing,
Figure FSB0000118766030000042
be independently of one another, and
Figure FSB0000118766030000044
occur that in the situation of twice, these are independently of one another also
Figure FSB0000118766030000051
Z 61and Z 62be independently of one another, and at Z 61occur that in the situation of twice, these are independently of one another also ,-CH 2cH 2-,-COO-, trans-CH--CH-, trans-CF-CF-,-CH 2o-,-OCH 2-,-CF 2o-,-OCO 2-or singly-bound, and
1 is 0,1 or 2.
12. according to the liquid crystal media of claim 1 or 2, it is characterized in that it comprises dielectric negativity component, component E, and the compound that this component comprises one or more formulas VI I,
Figure FSB0000118766030000052
Wherein
R 71and R 72have independently of one another in claim 1 Chinese style I part R 1the implication providing,
Figure FSB0000118766030000058
Figure FSB0000118766030000061
Z 71and Z 72be independently of one another-CH 2cH 2-,-COO-, trans-CH=CH-, trans-CF--CF-,-CH 2o-,-CF 2o-or singly-bound,
L 71and L 72be C-F or N independently of one another, and
K is 0 or 1.
13. according to the liquid crystal media of claim 1 or 2, it is characterized in that it comprises one or more as the compound of the formula III providing in claim 1.
14. liquid crystal display, is characterized in that it comprises according to the liquid crystal media of any one in claim 1 to 13.
15. according to the liquid crystal display of claim 14, it is characterized in that it is STN display.
16. according to the liquid crystal media of any one in claim 1 to 13 purposes in liquid crystal display.
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